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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228931Generated: October 30, 2026

Water → 7-Benzyloxy-4-(5,6-dimethyl-2-phenyl-pyridin-3-yloxy)-6-methoxy-quinoline

https://huagongshe.com/reaction/228931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant7-(Benzyloxy)-4-chloro-6-methoxyquinolineHCID 22646562—
Reactant5,6-Dimethyl-2-phenyl-pyridin-3-olHCID 23078380—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product7-Benzyloxy-4-(5,6-dimethyl-2-phenyl-pyridin-3-yloxy)-6-methoxy-quinolineHCID 23078382103.9%

Reaction Conditions

Temperature140 °C

Reaction Steps

5,6-Dimethyl-2-phenyl-pyridin-3-ol (400 mg), 7-benzyloxy-4-chloro-6-methoxyquinoline (1.81 g), and 4-dimethylaminopyridine (736 mg) were suspended in o-dichlorobenzene (10 ml), and the suspension was stirred at 140° C. for 4 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using chloroform-methanol to give the title compound (965 mg, yield 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-ab18b1d696c54438aff48e2e9e040f93
Source noteuspto-grants-2009_07